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Damn it! even with a second pick I can't figure out whether I know the girl or not! this is infuriating. Also since this is a repost I can't ask OP to tell me where this happened via PM, which would pretty much confirm....

To be honest though I think it's just a look-alike

EDIT: also, see replies, OP did not repost on purpose, knows some of these people

Might want to use the smudge tool to fix the back of his neck so it doesn't have that awkward shading and pixelization. Also, I think he's too tall to be staring at her tits (which I think is the idea), you might have to shrink him down a little more to get the angle right. I'm not sure the picture would be worth looking at after that much editing but that's just what I think it'd take, cause right now he's just staring into her eyes.

Also, the big thing is to put some of that background back into it, cause right now he has a black cape of some sort.

Just my two cents. They're canadian pennies though, so you may just throw them in the trash.

Well, at least it wasn't some fancy dress she stole from her mom's closet. The stain might have forced her to make a deal with a somewhat nerdy guy, wherein she dated him in order to make him appear "cool"
in exchange for a new dress. So yeah, there's always a bright side.